Judson and Brian alternately celebrate and lament the actual arrival of fall as Brian prepares for the coming season of birthdays and holidays in his household, including a fashion show-themed slumber party for his 9-year-old, and Judson prepares for his father’s celebration of life. They then dive deep into an exploration of the ins, outs, highs, and lows of hooking up with men who are not their husbands, from the challenges of making a hookup happen to the importance (or not) of face pics to the inevitable flaking and ghosting, to how they share their hookup experiences with their husbands. They end by addressing a listener's question about whether one can be a Daddy from any position other than top.

Judson and Brian recap their initial reactions to the election results, including Brian’s escape to the new Broadway musical Maybe Happy Ending and the new movie A Real Pain. Judson shares the music, TV show, and book getting him through the week. They then move into a deeper exploration of Self-Care. They discuss what Self-Care means and looks like for each of them, from finding pursuits that fulfill their needs to be of service, to feel valuable, and to be creative to Judson’s daily practice of “The Palm” – the five categories of activity he needs to accomplish each day to feel whole. They end with a Go Ask Your Dad question from a listener who considers himself monogamous but has fallen for someone who does not practice monogamy.

Recorded this past March (don’t worry, Judson is back on the apps by now), Judson and Brian chat about taking fashion cues from younger generations, making sex efficient, parents’ influence over their kids’ tastes, and go deep into the myth that gay men with money are entirely self made. They explore how each approaches financial responsibilities as married gay men, the relationship between gay identity and consumerism, and respond to a listener question about when to bring up the desire to have kids during the early stages of dating.

Judson shares some very personal news before moving into a recap of his recent trip to Las Vegas. Judson and Brian are then joined by award-winning playwright, author and performer Isaac Oliver. Isaac gives the two a sneak peek into his exciting projects–the upcoming Broadway musical ‘Just In Time’ starring Jonathan Groff, for which he’s co-writing the book, and the upcoming TV series, ‘Etoile,’ Amy Sherman-Palladino’s follow-up to ‘The Marvelous Mrs. Maisel,’ which he describes as a workplace comedy set in the world of Ballet, and on which he is a writer. The three then discuss the virtues of sex workers, the difference between sensual and erotic massage, and Judson and Brian’s recent discovery of the oral sex-forward hookup app, TheBlowers. They then move into a Halloween-inspired sharing of Hookup Horror Stories–their own, and some submitted by listeners. They end by providing very different but complementary answers to a Go Ask Your Dad question from a listener looking for tips to improve their oral sex techniques.

Judson and Brian compare their pop diva icons and share their review of the super fun DRAG: The Musical. Judson prepares to be best man at his brother’s Las Vegas wedding and Brian may have met his match when it comes to prioritizing kissing. The two then go deep into the subject of group sex – the logistics of making it happen, how to make sure each person involved receives appropriate attention, the ideal number for a group, the differences between enjoying group activity with their husbands versus others, and whether or not it works to include friends. They end with a Go Ask Your Dad question from a listener who asks how and when to tell someone that the roleplay they’re entering into may be drifting into territory he’s not comfortable with.

Inspired by the change of seasons and the approach of the winter holidays, Judson and Brian chat about Jewish Christmas Envy and Judson’s penchant for making matzo balls. They then celebrate Judson’s wedding anniversary and National Coming Out Day by sharing their stories about how they each came out to their parents. They close with a Go Ask Your Dad question from a listener who asks what to do when a regular hookup tells him that he’s living with an STI that he’s treating and has under control.

Judson celebrates his patriotism and then elaborates on three curious text messages he sent Brian over the course of the week. Brian tells Judson about taking his family to Council Bluffs, Iowa, to see Chappell Roan in concert. The two are then joined by the amazing Molly Roden Winter, New York Times bestselling author of More: A Memoir of Open Marriage. Judson, Brian and Molly go deep into discussing the similarities and differences of open relationships for gay and straight couples, and what each can learn from the other. Molly and Judson then help Brian who brings his own Go Ask Your Dad question, and provide their advice on how he should respond to a text from a straight woman who wants to set him up with her friend who is new to open relationships.

Judson counsels Brian on his continuing saga of the hookup that just won’t happen. The two are then joined by Dr. Israel Martinez, author of the new book, “Enhancing Pleasure for Gay Men: A Clinical Guide for Healing and Acceptance Through Better Sex.” Israel talks to Judson and Brian about shame and validation, the concept of Responsive Arousal, his own Daddy issue around the pressure to have kids, and what self care looks like for him. Israel also joins the two in helping a listener process how his lack of a father figure growing up impacted his masculinity.